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Tetrahedron Letters

Volumn 18, Issue 15, 1977, Pages 1303-1306

Transmetalation. II. A convenient preparation of vinylic copper(I) species from acetylenes via organozirconium intermediates

(3) Yoshifuji, Masaaki a Loots, Melanie J a Schwartz, Jeffrey a

a PRINCETON UNIVERSITY (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 0001152012 PISSN: 00404039 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4039(01)93002-3 Document Type: Article

Times cited : (87)

References (18)

1
- 0000660687
- (1977) J. Am. Chem. Soc. , vol.99 , pp. 638
- Carr¹ Schwartz²

2
- 84982433710
- Hydrozirconation: A New Transition Metal Reagent for Organic Synthesis
- Intl. Ed.
- (1976) Angewandte Chemie International Edition in English , vol.15 , pp. 333
- Schwartz¹ Labinger²

3
- 84918949806
- Alkyl groups do not transmetalate from Zr to Cu(I) under the conditions described below at a synthetically useful rate. More rapid transmetalation from Zr to A1 of alkenyl groups versus alkyl ones has been noted (1).

4
- 2742575961
- (1972) Org. Reactions , vol.19 , pp. 1
- Posner¹

5
- 0016856645
- (1975) J. Am. Chem. Soc. , vol.97 , pp. 857
- Sih¹ Salomon² Price³ Sood⁴ Peruzzotti⁵

6
- 0001373823
- (1975) Org. Reactions , vol.22 , pp. 253
- Posner¹

7
- 33947332471
- The Stereochemistry of the Thermal Decomposition of Viylic Copper(I) and Silver(I) Organometallic Compounds1
- (1966) Journal of the American Chemical Society , vol.88 , pp. 4541
- Whitesides¹ Casey²

8
- 0010101819
- Reaction of acetylenes with alkylcopper(I) reagents gives alkenylcopper(I) species:
- (1976) J. Organometal. Chem. Library , vol.1 , pp. 219
- Normant¹ Zweifel² Miller³

9
- 0010365457
- Vinylaluminum complexes can be used to prepare alkenylcopper(I) species:
- (1970) J. Am. Chem. Soc. , vol.92 , pp. 6678
- Zweifel¹ Miller²

10
- 33847801219
- Hydrozirconation. III. Stereospecific and regioselective functionalization of alkylacetylenes via vinylzirconium(IV) intermediates
- (1975) Journal of the American Chemical Society , vol.92 , pp. 679
- Hart¹ Blackburn² Schwartz³

11
- 84918949804
- 2 or argon.

12
- 0011499682
- (1968) J. Am. Chem. Soc. , vol.90 , pp. 5694
- Bock¹ Seidl²

13
- 84918949795
- 4, δ) for 2b: 0.95 (d, 6.5 Hz, 12), 1.70 (d, 1 Hz, 6), 2.55 (m, 2), 5.20 (broadened d, J = 8 Hz, 2); for 2c: 0.95 (d, 6.5 Hz, 6), 1.00 (d, J = 6.5 Hz, 6), 1.60 (d, J = 8 Hz, 3), 1.65 (d, J = 1 Hz, 3), 2.50 (m, 2), 5.10 (m, 2).

14
- 0000213406
- 2 to give dienes:
- (1976) J. Org. Chem. , vol.41 , pp. 2241
- Larock¹

15
- 33947085212
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 3300
- Salomon¹ Kochi²

16
- 84918949794
- 2a is also produced (22% by vpc).

17
- 84918949793
- 4, δ) for 3a: 0.96 (s, 9), 2.03 (s, 3), 2.33 (m, 4), 5.40 (m, 2).

18
- 84918949792
- One of us (M.J.L.) acknowledges support as a National Cancer Institute Trainee (1976–7).

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.